Woodside is a region situated on the San Francisco Peninsula, nestled on the eastern slopes of the Santa Cruz Mountains. This area is characterized by a blend of redwood forests, open ridgelines, and scenic valleys, offering diverse terrain for outdoor pursuits. The landscape includes wooded hillsides, shaded oak canopies, and areas with wildflower-covered slopes. Woodside provides opportunities for several sports like hiking, road cycling, mountain biking, touring cycling, and more.
Woodside offers more than 50…
78
Routes
4.7
(107)
Average rating
3012
People visited

5.0
(2)
41
hikers
4.99km
01:32
190m
190m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

7
hikers
7.01km
02:20
330m
320m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

3.55km
00:57
50m
40m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

19.2km
05:25
340m
520m
Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.
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5.0
(3)
445
riders
84.0km
04:30
1,610m
1,610m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

4.5
(2)
261
riders
22.4km
01:01
230m
240m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

4.3
(3)
122
riders
55.4km
03:15
1,350m
1,350m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

4.0
(2)
100
riders
80.5km
04:13
1,410m
1,410m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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5.0
(6)
147
riders
36.3km
04:04
1,150m
1,150m
Hard mountain bike ride. Very good fitness required. Suitable for all skill levels.

4.0
(2)
58
riders
18.3km
01:55
460m
460m
Moderate mountain bike ride. Good fitness required. Suitable for all skill levels.

5.0
(12)
155
riders
Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary.

4.8
(8)
96
riders
15.9km
01:51
550m
550m
Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary.
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4.0
(1)
4
riders
29.7km
02:00
40m
40m
Easy gravel ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

4.6
(5)
26
riders
30.0km
01:53
350m
350m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(1)
4
riders
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(5)
37
riders
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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2
runners
5.29km
00:36
30m
30m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

76
runners
19.8km
02:34
510m
510m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

11
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

11
runners
10.4km
01:08
80m
80m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5.0
(3)
133
riders
38.9km
02:42
700m
700m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.0
(1)
53
riders
53.6km
03:50
1,050m
1,050m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(1)
127
riders
37.9km
02:24
460m
460m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4
riders
18.8km
01:20
350m
350m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Woodside offers a variety of outdoor activities including hiking, road cycling, mountain biking, touring cycling, jogging, and gravel biking. The region features 73 routes with an average rating of 4.68 stars from over 23,000 visitors. These activities take place across redwood forests, open ridgelines, and scenic valleys.
Woodside offers numerous hiking opportunities within parks like Wunderlich Park, Huddart Park, and Edgewood Park and Natural Preserve. Popular trails include Bear Gulch Trail, Alambique Trail, Madrone Trail, Meadow Trails, Edgewood Trail, and Serpentine Trail. More details can be found in the Hiking around Woodside guide.
Yes, Woodside provides options for easy hikes suitable for beginners. These trails are often found in parks such as Wunderlich Park and Huddart Park, offering gentle terrain through wooded areas. Specific routes are detailed in the Easy hikes around Woodside guide.
Woodside is home to popular mountain biking spots like El Corte de Madera Creek Open Space Preserve, also known as Skeggs Point. This area offers challenging trails such as Whittemore Gulch Trail, Grabtown Gulch Trail, Borden Hatch Mill Trail, and Harkins Ridge Trail. The MTB Trails around Woodside guide provides more information.
Road cyclists can find diverse terrain in Woodside, including quiet, well-maintained roads and challenging climbs. Routes like Skyline Boulevard, Kings Mountain Road, Old La Honda Road, and Highway 84 are popular. Cañada Road also features a segment closed to vehicle traffic on weekends. Consult the Road Cycling Routes around Woodside guide for detailed routes.
Woodside offers scenic roads ideal for touring cyclists. Routes winding through redwood forests, open pastures, and ridgelines, including Portola Road, Highway 84, and Cañada Road, provide picturesque journeys. The Cycling around Woodside guide highlights suitable routes.
Key natural attractions in Woodside include Wunderlich Park, Huddart Park, and El Corte de Madera Creek Open Space Preserve (Skeggs Point). Edgewood Park and Natural Preserve is also located just outside Woodside's eastern edge. These areas offer diverse landscapes from redwood groves to open ridgelines.
Yes, Woodside has trails suitable for jogging and running. These routes often traverse the same scenic parks and preserves as hiking trails, offering varied terrain through wooded areas and open spaces. The Running Trails around Woodside guide lists specific options.
Woodside is a popular destination on komoot, with over 23,000 visitors having explored its routes. The region's 73 routes have received an average rating of 4.68 out of 5 stars, indicating a high level of satisfaction among users.
Komoot offers several guides for Woodside, including Hiking around Woodside, Road Cycling Routes around Woodside, and MTB Trails around Woodside. Additional guides cover easy hikes, touring cycling, running, and gravel biking.
Woodside offers routes suitable for gravel biking, combining paved and unpaved surfaces through its diverse landscapes. These routes provide an alternative cycling experience across the region's hills and forests. More information is available in the Gravel biking around Woodside guide.
The official website for Woodside, California, is www.woodside.com. This site provides general information about the town and its services.

